HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 931272Generated: October 31, 2026
Sodium Hydroxide → HCID 178504829, compound
https://huagongshe.com/reaction/931272
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | Sodium methanesulfinate | HCID 2733271 | — |
| Reactant | HCID 178519692 | HCID 178519692 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 178504829 | HCID 178504829 | 55% |
Reaction Steps
To a solution of R)-(1-(2-(5-bromopyridin-3-yl)-3H-imidazo[4,5-b]pyridin-5-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone (0.05 g, 0.1 mmol) in dimethylsulfoxide was added sodium methylsulfinate (NaSO2Me) (13 mg, 0.13 mmol), copper iodide, L-proline and sodium hydroxide. The reaction mixture was heated to 90° C. for 14 h. The reaction mixture was partitioned between water and ethyl acetate. The organics were concentrated under reduced pressure and the resulting crude was purified via preparative TLC to afford the title compound (25 mg, 45%). MS (ES+APCI) (M+H) 455.0; LCMS retention time: 3.859 min (Method I).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09296745B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-fbd393066568414e9ab61dca5064450b |
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| Source note | uspto-grants-2016_03 |
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